KR100893426B1 - 항균 활성을 갖는 플레우로무틸린 유도체 - Google Patents

항균 활성을 갖는 플레우로무틸린 유도체 Download PDF

Info

Publication number
KR100893426B1
KR100893426B1 KR1020037000353A KR20037000353A KR100893426B1 KR 100893426 B1 KR100893426 B1 KR 100893426B1 KR 1020037000353 A KR1020037000353 A KR 1020037000353A KR 20037000353 A KR20037000353 A KR 20037000353A KR 100893426 B1 KR100893426 B1 KR 100893426B1
Authority
KR
South Korea
Prior art keywords
compound
acetyl
formula
hydrogen
sulfanyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
KR1020037000353A
Other languages
English (en)
Korean (ko)
Other versions
KR20030066581A (ko
Inventor
게르트 아셔
하인츠 베르너
Original Assignee
나브리바 테라퓨틱스 아게
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 나브리바 테라퓨틱스 아게 filed Critical 나브리바 테라퓨틱스 아게
Publication of KR20030066581A publication Critical patent/KR20030066581A/ko
Application granted granted Critical
Publication of KR100893426B1 publication Critical patent/KR100893426B1/ko
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/53—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/93—Spiro compounds
    • C07C2603/95—Spiro compounds containing "not free" spiro atoms
    • C07C2603/98—Spiro compounds containing "not free" spiro atoms containing at least one ring with more than six ring members
    • C07C2603/99—Spiro compounds containing "not free" spiro atoms containing at least one ring with more than six ring members containing eight-membered rings

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Emergency Medicine (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
KR1020037000353A 2000-07-11 2001-07-09 항균 활성을 갖는 플레우로무틸린 유도체 Expired - Lifetime KR100893426B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0017031.6 2000-07-11
GBGB0017031.6A GB0017031D0 (en) 2000-07-11 2000-07-11 Antimicrobials
PCT/EP2001/007875 WO2002004414A1 (en) 2000-07-11 2001-07-09 Pleuromutilin derivatives having antibacterial activity

Publications (2)

Publication Number Publication Date
KR20030066581A KR20030066581A (ko) 2003-08-09
KR100893426B1 true KR100893426B1 (ko) 2009-04-17

Family

ID=9895454

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020037000353A Expired - Lifetime KR100893426B1 (ko) 2000-07-11 2001-07-09 항균 활성을 갖는 플레우로무틸린 유도체

Country Status (29)

Country Link
US (1) US6753445B2 (enrdf_load_stackoverflow)
EP (1) EP1305282B1 (enrdf_load_stackoverflow)
JP (2) JP4255282B2 (enrdf_load_stackoverflow)
KR (1) KR100893426B1 (enrdf_load_stackoverflow)
CN (1) CN1308301C (enrdf_load_stackoverflow)
AR (1) AR029590A1 (enrdf_load_stackoverflow)
AT (1) ATE408596T1 (enrdf_load_stackoverflow)
AU (2) AU7638901A (enrdf_load_stackoverflow)
BR (1) BRPI0112452B8 (enrdf_load_stackoverflow)
CA (1) CA2412932C (enrdf_load_stackoverflow)
CZ (1) CZ200342A3 (enrdf_load_stackoverflow)
DE (1) DE60135848D1 (enrdf_load_stackoverflow)
EC (1) ECSP024400A (enrdf_load_stackoverflow)
ES (1) ES2313969T3 (enrdf_load_stackoverflow)
GB (1) GB0017031D0 (enrdf_load_stackoverflow)
HK (1) HK1052683B (enrdf_load_stackoverflow)
HU (1) HU229510B1 (enrdf_load_stackoverflow)
IL (2) IL153839A0 (enrdf_load_stackoverflow)
MX (1) MXPA02012828A (enrdf_load_stackoverflow)
NO (1) NO329091B1 (enrdf_load_stackoverflow)
NZ (1) NZ523415A (enrdf_load_stackoverflow)
PE (1) PE20020144A1 (enrdf_load_stackoverflow)
PL (1) PL209305B1 (enrdf_load_stackoverflow)
RU (1) RU2003103101A (enrdf_load_stackoverflow)
SI (1) SI1305282T1 (enrdf_load_stackoverflow)
SK (1) SK292003A3 (enrdf_load_stackoverflow)
TW (1) TWI311552B (enrdf_load_stackoverflow)
WO (1) WO2002004414A1 (enrdf_load_stackoverflow)
ZA (1) ZA200300280B (enrdf_load_stackoverflow)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0017031D0 (en) 2000-07-11 2000-08-30 Biochemie Gmbh Antimicrobials
GB0207495D0 (en) * 2002-03-28 2002-05-08 Biochemie Gmbh Organic compounds
GB0209262D0 (en) 2002-04-23 2002-06-05 Biochemie Gmbh Organic compounds
GB0513058D0 (en) * 2005-06-27 2005-08-03 Sandoz Ag Organic compounds
US7790767B2 (en) * 2005-06-27 2010-09-07 Nabriva Therapeutics Forschungs Gmbh Pleuromutilin derivatives containing a hydroxyamino- or acyloxyaminocycloalkyl group
GB0515995D0 (en) 2005-08-03 2005-09-07 Sandoz Ag Organic compounds
EP1808431A1 (en) * 2006-01-16 2007-07-18 Nabriva Therapeutics Forschungs GmbH Mutilin derivatives and their use as pharmaceutical
EP1972618A1 (en) 2007-03-20 2008-09-24 Nabriva Therapeutics AG Pleuromutilin derivatives for the treatment of diseases mediated by microbes
US8222407B2 (en) 2007-05-24 2012-07-17 Kyorin Pharmaceutical Co., Ltd. Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position
EP2159220A1 (en) * 2008-09-02 2010-03-03 Nabriva Therapeutics AG Organic compounds
CN101671367B (zh) * 2008-09-12 2012-09-05 中国科学院上海药物研究所 截短侧耳素磷酸酯类化合物、其药物组合物及其制备方法和用途
US20100184987A1 (en) * 2008-11-13 2010-07-22 Teva Pharmaceutical Industries Ltd. Preparation of Retapamulin via its Pleuromutilin-thiol precursor
EP2399904A1 (en) * 2010-05-26 2011-12-28 Nabriva Therapeutics AG Process for the preparation of pleuromutilins
CN103204787B (zh) * 2012-01-17 2014-10-01 北京艾百诺科技有限公司 含有取代方酸的乙酸妙林酯及其应用
CN102924350B (zh) * 2012-10-31 2014-04-09 中国农业科学院兰州畜牧与兽药研究所 截短侧耳素衍生物及其制备方法和应用
EA033988B1 (ru) 2015-06-17 2019-12-17 Набрива Терапьютикс Гмбх Инъецируемые фармацевтические композиции лефамулина
TWI762573B (zh) 2017-02-10 2022-05-01 奧地利商納畢瓦治療有限責任公司 截短側耳素之純化
US11518740B2 (en) * 2021-04-24 2022-12-06 Shaanxi University Of Science And Technology Pleuromutilin (phenylthio)acetic acid ester with anti-drug resistant bacteria activity and a method of preparing the same
CN115850137B (zh) * 2022-11-12 2024-04-12 中国农业科学院兰州畜牧与兽药研究所 一种截短侧耳素衍生化合物及其制备方法与应用
KR20250045011A (ko) 2023-09-25 2025-04-01 박세형 피부에서 탈부착이 가능한 의료용 테이프

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT301753B (de) * 1969-07-25 1972-09-25 Biochemie Gmbh Verfahren zur Herstellung neuer Pleuromutilin-Derivate
BE789629A (fr) * 1971-10-05 1973-04-03 Sandoz Sa Nouveaux derives de la pleuromutiline, leur preparation et leurapplication en therapeutique
BE896512A (fr) * 1982-04-28 1983-10-20 Sandoz Ag Nouveaux derives de la pleuromutiline, leur preparation et leur utilisation comme medicaments
FR2526019A1 (fr) * 1982-04-28 1983-11-04 Sandoz Sa Nouveaux derives de la pleuromutiline, leur preparation et leur utilisation comme medicaments
DE3560511D1 (en) * 1984-02-17 1987-10-01 Sandoz Ag Pleuromutilin derivatives, process for their preparation and their use
HU208115B (en) * 1989-10-03 1993-08-30 Biochemie Gmbh New process for producting pleuromutilin derivatives
JP3054875B2 (ja) * 1995-02-13 2000-06-19 株式会社小松製作所 プラズマトーチ
GB9614017D0 (en) * 1996-07-04 1996-09-04 Biochemie Gmbh Organic compounds
UY25225A1 (es) 1997-10-29 2000-12-29 Smithkline Beecham Plc Derivados de pleuromutilina utiles como agentes antimicrobianos
WO2000027790A1 (en) 1998-11-11 2000-05-18 Smithkline Beecham P.L.C. Mutilin compounds
GB0017031D0 (en) 2000-07-11 2000-08-30 Biochemie Gmbh Antimicrobials

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
J. Antibiot. 29(9) 923-927(1976)

Also Published As

Publication number Publication date
CA2412932C (en) 2011-01-04
NO20030100D0 (no) 2003-01-09
BR0112452A (pt) 2003-07-22
ES2313969T3 (es) 2009-03-16
NO329091B1 (no) 2010-08-23
ECSP024400A (es) 2003-02-06
HUP0301478A2 (hu) 2003-09-29
HK1052683A1 (en) 2003-09-26
CN1308301C (zh) 2007-04-04
HUP0301478A3 (en) 2006-02-28
AR029590A1 (es) 2003-07-02
AU7638901A (en) 2002-01-21
NO20030100L (no) 2003-01-09
BRPI0112452B1 (pt) 2015-06-09
BRPI0112452B8 (pt) 2021-05-25
PL209305B1 (pl) 2011-08-31
TWI311552B (en) 2009-07-01
RU2003103101A (ru) 2004-07-27
JP5173763B2 (ja) 2013-04-03
NZ523415A (en) 2004-10-29
CZ200342A3 (cs) 2003-04-16
PE20020144A1 (es) 2002-03-08
DE60135848D1 (de) 2008-10-30
US6753445B2 (en) 2004-06-22
IL153839A (en) 2012-03-29
HK1052683B (en) 2009-05-22
JP4255282B2 (ja) 2009-04-15
KR20030066581A (ko) 2003-08-09
ZA200300280B (en) 2004-04-08
JP2004502755A (ja) 2004-01-29
SI1305282T1 (sl) 2009-02-28
IL153839A0 (en) 2003-07-31
ATE408596T1 (de) 2008-10-15
JP2009108088A (ja) 2009-05-21
PL358674A1 (en) 2004-08-09
HU229510B1 (en) 2014-01-28
EP1305282A1 (en) 2003-05-02
EP1305282B1 (en) 2008-09-17
MXPA02012828A (es) 2003-09-05
AU2001276389B2 (en) 2005-03-03
CA2412932A1 (en) 2002-01-17
US20030162831A1 (en) 2003-08-28
GB0017031D0 (en) 2000-08-30
WO2002004414A1 (en) 2002-01-17
CN1441778A (zh) 2003-09-10
SK292003A3 (en) 2003-07-01

Similar Documents

Publication Publication Date Title
KR100893426B1 (ko) 항균 활성을 갖는 플레우로무틸린 유도체
CN107427477B (zh) 作为免疫调节剂的1,2,4-噁二唑和噻二唑化合物
ES2259610T3 (es) Derivados de mutilina y su uso como antibacterianos.
AU2001276389A1 (en) Pleuromutilin derivatives having antibacterial activity
JP2017507174A (ja) 抗菌剤
JP2009520813A (ja) カルバメート系抗生物質
KR20080080176A (ko) 디페닐 유레아 유도체
EP1993997A2 (en) Diphenyl urea derivatives

Legal Events

Date Code Title Description
A201 Request for examination
AMND Amendment
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

AMND Amendment
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E601 Decision to refuse application
PE0601 Decision on rejection of patent

St.27 status event code: N-2-6-B10-B15-exm-PE0601

J201 Request for trial against refusal decision
PJ0201 Trial against decision of rejection

St.27 status event code: A-3-3-V10-V11-apl-PJ0201

AMND Amendment
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PB0901 Examination by re-examination before a trial

St.27 status event code: A-6-3-E10-E12-rex-PB0901

E801 Decision on dismissal of amendment
B601 Maintenance of original decision after re-examination before a trial
PB0601 Maintenance of original decision after re-examination before a trial

St.27 status event code: N-3-6-B10-B17-rex-PB0601

PJ1301 Trial decision

St.27 status event code: A-3-3-V10-V15-crt-PJ1301

Decision date: 20070129

Appeal event data comment text: Appeal Kind Category : Appeal against decision to decline refusal, Appeal Ground Text : 2003 7000353

Appeal request date: 20060109

Appellate body name: Patent Examination Board

Decision authority category: Office appeal board

Decision identifier: 2006101000127

PS0901 Examination by remand of revocation

St.27 status event code: A-6-3-E10-E12-rex-PS0901

S901 Examination by remand of revocation
E902 Notification of reason for refusal
N231 Notification of change of applicant
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

PN2301 Change of applicant

St.27 status event code: A-3-3-R10-R13-asn-PN2301

St.27 status event code: A-3-3-R10-R11-asn-PN2301

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

R18-X000 Changes to party contact information recorded

St.27 status event code: A-3-3-R10-R18-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

GRNO Decision to grant (after opposition)
PS0701 Decision of registration after remand of revocation

St.27 status event code: A-3-4-F10-F13-rex-PS0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

FPAY Annual fee payment

Payment date: 20130220

Year of fee payment: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

FPAY Annual fee payment

Payment date: 20140303

Year of fee payment: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

FPAY Annual fee payment

Payment date: 20150306

Year of fee payment: 7

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

FPAY Annual fee payment

Payment date: 20160309

Year of fee payment: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 8

FPAY Annual fee payment

Payment date: 20170317

Year of fee payment: 9

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 9

PN2301 Change of applicant

St.27 status event code: A-5-5-R10-R13-asn-PN2301

St.27 status event code: A-5-5-R10-R11-asn-PN2301

FPAY Annual fee payment

Payment date: 20180308

Year of fee payment: 10

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 10

FPAY Annual fee payment

Payment date: 20190329

Year of fee payment: 11

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 11

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 12

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 13

PC1801 Expiration of term

St.27 status event code: N-4-6-H10-H14-oth-PC1801

Not in force date: 20210710

Ip right cessation event data comment text: Termination Category : EXPIRATION_OF_DURATION

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000